alpha-Arbutin
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alpha-Arbutin
structure -
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CAS No:
84380-01-8
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Formula:
C12H16O7
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Chemical Name:
alpha-Arbutin
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Synonyms:
4-hydroquinone-alpha-d-glucopyranoside;alpha-arbutin;a-Arbutin;Hydroquinone O-α-D-Glucopyranoside;4-Hydroxyphenyl a-D-glucopyranoside;(2R,3S,4S,5R,6S)-2-(HYDROXYMETHYL)-6-(4-HYDROXYPHENOXY)TETRAHYDROPYRAN-3,4,5-TRIOL;4-hydroxyphenyl alpha-D-glucopyranoside;Alpha bear
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CAS No:
Description
α-Arbutin (4-Hydroxyphenyl α-D-glucopyranoside) is emerging as popular and effective skin whiteners, acting as tyrosinase inhibitor[1].
Alpha-Arbutin is a glycoside.
Arbutin is naturally found in plant sources such as Bearberry, Cranberry and Mulberry, which essentially prevents the formation of melanin (the pigment that creates skin colour). The chemically synthesised version of this plant extract is known as Alpha Arbutin which is used as a topical skin brightening agent to treat sun spots, pigmentation and scars caused by sun damage and breakouts. It also has antioxidant properties, which protect the skin from potential sun damage. Along with Retinol, it is a fairly common ingredient in anti-ageing products to treat age spots, fine lines and wrinkles.
It is a glycosylated hydroquinone molecule, meaning a sugar molecule that has replaced one of the hydroxyl (-OH) groups on hydroquinone. Hydroquinone is seen as the gold standard of skin lightening, but there are concerns surrounding this well-studied tyrosinase inhibitor, such as skin sensitization, melanocytotoxicity from oxidative byproducts, and exogenous ochronosis (blue-black splotchy pigmentation) as a result of long-term application.1,2 Alpha arbutin is a more tolerable alternative to hydroquinone and is sometimes referred to as “natural hydroquinone.” Alpha arbutin functions similarly to hydroquinone, due to its molecular structure, but with reduced irritation and melanocytotoxicity. Alpha arbutin does not pose a risk in regards to exogenous ochronosis and poses minimal irritation and sensitization risk, making it a more tolerable alternative to hydroquinone.
Arbutin is the best as compared to vitamin c because it has fewer side effects and more benefits like reducing dark spots, age spots, ageing, etc. Arbutin gives quicker results than vitamin C. Arbutin acts as hydroquinone, which means it has depigmenting factors. Vitamin C is not easily absorbed into the skin, whereas arbutin absorbs quickly into the skin.
alpha-Arbutin Basic Attributes
272.25
272.25
89675
209-795-0
72VUP07IT5
DTXSID20233358
White to Off-White
2938.90.0000
Characteristics
120
-0.7
White Crystalline powder
1.556±0.06 g/cm3(Predicted)
195-196°C
561.6±50.0 °C(Predicted)
293.4±30.1 °C
1.650
2-8°C
10.10±0.15(Predicted)
2-8°C
Safety Information
NONH for all modes of transport
3
P264, P270, P301+P312, P330, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 5 companies from 1 notifications to the ECHA C&L Inventory.|Aggregated GHS information provided by 53 companies from 1 notifications to the ECHA C&L Inventory.
alpha-Arbutin Use and Manufacturing
Α-Arbutin is a component used in the skin-whitening cosmetics.
more stable analog of b-Arbutin
α-Arbutin may be used as an analytical reference standard for the determination of the analyte in cosmetics by high-performance liquid chromatography with UV detection (HPLC-UV) method.
Computed Properties
Molecular Weight:272.25
XLogP3:-0.7
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:272.08960285
Monoisotopic Mass:272.08960285
Topological Polar Surface Area:120
Heavy Atom Count:19
Complexity:279
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Skin lightening agent, inhibits tyrosinase activity to reduce melanin production
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